
Apartments for Rent in Winnetka, IL Under $2,000 (38 Rentals)


Total Monthly Price
894 Green Bay Rd

916 Green Bay Rd, Unit 918-2L

918 Green Bay Rd, Unit 2

731 Elm St, Unit 733-301

733 Elm St

918 Green Bay Rd, Unit 3C

918 Green Bay Rd

805-09 W. Elm St.
Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Looking for a rental near Chicago? These five cities offer excellent options! From small-town charm to excellent business options, you can't go wrong!

916-920 Green Bay Rd

Elaine Luxury Apartments

Total Monthly Price
349 Park Ave, Unit Apt. 07, Unit Apt. 07

Total Monthly Price
369 Hazel Ave, Unit C3, Unit C3

Total Monthly Price
385 Hazel Ave, Unit J08P, Unit J08P

Total Monthly Price
Old Orchard Residences

Total Monthly Price
372 Hazel Ave

2727 Central St

601 Green Bay Rd
Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.

733 Elm, Unit 203

918 Green Bay, Unit E3

373 Hazel Ave, Unit A1

369 Hazel Ave, Unit A2

918 Green Bay, Unit L2

366 Park Ave, Unit 30

343 Park Ave, Unit 3

369 Hazel Ave, Unit A3

343 Park Ave, Unit 7
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

366 Park Ave, Unit 70

733 Elm, Unit 103

The Residences at Plaza Del Lago

369 Hazel Ave, Unit B4

369 Hazel Ave, Unit C9

918 Green Bay, Unit C4

369 Hazel Ave, Unit C5

1923 W Willow RD

Calhoun House Apartments
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

3513 Lake Building

Baldwin Apartments
Winnetka, IL Local Guide

How much does it cost to rent an apartment in Winnetka?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winnetka Studio Apartments Under $2000 | $1,914 | $1,550 | $3,417 |
| Winnetka 1 Bedroom Apartments Under $2000 | $2,237 | $1,691 | $3,921 |
| Winnetka 2 Bedroom Apartments Under $2000 | $3,673 | $1,795 | $5,729 |
| Winnetka 3 Bedroom Apartments Under $2000 | $7,793 | $2,595 | $10,000+ |
Browse Top Apartments in Winnetka
See all Apartments in WinnetkaExplore Winnetka
Winnetka, IL Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
A Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Best Local Schools in Winnetka, IL
Crow Island Elementary School
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winnetka, IL Rentals by Map
See the most popular apartments and homes in Winnetka, IL
Frequently Asked Questions about Winnetka
How much are Studio apartments in Winnetka?
There are currently 23 Studio Apartments in Winnetka with rent ranges from $1,550 to $3,417 with an average price of $1,914.
What is the current price range for One Bedroom Winnetka Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winnetka ranges from $1,691 to $3,921 with an average monthly rent of $2,237.
What does renting a Two Bedroom Apartment in Winnetka cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winnetka range from $1,795 to $5,729. Today's average rental price for Two Bedrooms here is $3,673.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Helpful Local Expert Guides

A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago
Written by: Nicole Harms
I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
Written by: Nicole Harms
With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

Best Neighborhoods to Rent in Near Chicago's Top Employers
Written by: Nicole Harms
Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Written by: Nicole Harms
From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.
Articles, How-To's, and Tips

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.